Best Vacation Homes in Dover
New
Apartment
2 Bedrooms
1 Bath
4 Guests
900 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
R3,835/Night
7 Nights - R26,846
House
10.0(2 Reviews)
5 Bedrooms
5 Baths
11 Guests
8998.63 ft²
Hot Tub- Fireplace/Heating
Pool- Balcony/Terrace
R19,010/Night
7 Nights - R133,074
Hotel
9.6(756 Reviews)
1 Bath
- Fireplace/Heating
- Balcony/Terrace
Breakfast- Kitchen
R2,957/Night
7 Nights - R20,699
House
9.8(18 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R3,556/Night
7 Nights - R24,884
House
10.0(1 Review)
3 Bedrooms
3 Baths
8 Guests
1915.98 ft²
View- Parking
Internet
Child Friendly
R9,333/Night
7 Nights - R65,326
Apartment
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R2,517/Night
7 Nights - R17,617
Apartment
10.0(71 Reviews)
1 Bedroom
1 Bath
2 Guests
600 ft²
- Fireplace/Heating
- Kitchen
- Parking
Air Conditioner
R1,764/Night
7 Nights - R12,343
House
10.0(31 Reviews)
1 Bedroom
1 Bath
2 Guests
450 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R5,098/Night
7 Nights - R35,679
Dover Luxury Rentals
House
6 Bedrooms
8 Baths
16 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
R139,353/Night
7 Nights - R975,470
House
1 Bedroom
4 Baths
8 Guests
3702.79 ft²
Pet Friendly- Parking
- Air Conditioner
- Internet
R125,603/Night
7 Nights - R879,229
House
1 Bedroom
4 Baths
8 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
R122,611/Night
7 Nights - R858,266
House
6 Bedrooms
5 Baths
14 Guests
Spa- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R95,815/Night
7 Nights - R670,710
House
10.0(14 Reviews)
5 Bedrooms
3 Baths
8 Guests
3800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R90,822/Night
7 Nights - R635,757
House
10.0(5 Reviews)
4 Bedrooms
4 Baths
8 Guests
Private Pool- Hot Tub
- Fireplace/Heating
- Pool
R77,878/Night
7 Nights - R545,151
House
6 Bedrooms
6 Baths
16 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Air Conditioner
R67,985/Night
7 Nights - R475,903
House
8 Bedrooms
5 Baths
20 Guests
8212.86 ft²
- Fireplace/Heating
- Pool
- Parking
- Air Conditioner
R54,960/Night
7 Nights - R384,720
Dover Pet Friendly Vacation Rentals
Apartment
9.2(11 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Internet
- Child Friendly
R3,175/Night
7 Nights - R22,231
House
8.3(3 Reviews)
4 Bedrooms
3 Baths
8 Guests
3164.59 ft²
- Pet Friendly
- Parking
- Internet
- Child Friendly
R10,871/Night
7 Nights - R76,104
R2,924/Night
7 Nights - R20,468
Apartment
9.2(5 Reviews)
2 Bedrooms
1 Bath
4 Guests
800 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
R5,828/Night
7 Nights - R40,787
Apartment
8.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
796.53 ft²
- Spa
- Fireplace/Heating
- Pet Friendly
- Parking
R11,201/Night
7 Nights - R78,411
Cottage
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
R15,485/Night
7 Nights - R108,404
House
9.8(27 Reviews)
4 Bedrooms
2 Baths
10 Guests
2440 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R9,823/Night
7 Nights - R68,754
House
9.8(7 Reviews)
4 Bedrooms
2 Baths
8 Guests
3164 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R11,891/Night
7 Nights - R83,239
Dover Large Vacation Homes
House
10.0(26 Reviews)
4 Bedrooms
4 Baths
12 Guests
6100 ft²
- Private Pool
- Fireplace/Heating
- Pool
Ocean View
R31,922/Night
7 Nights - R223,449
New
Villa
1 Bedroom
5 Baths
10 Guests
- Balcony/Terrace
- Pet Friendly
- Parking
- Air Conditioner
R29,664/Night
7 Nights - R207,645
R34,376/Night
7 Nights - R240,638
House
10.0(6 Reviews)
8 Bedrooms
5 Baths
20 Guests
8215 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R35,540/Night
7 Nights - R248,779
House
10.0(3 Reviews)
5 Bedrooms
3 Baths
10 Guests
2500 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R17,991/Night
7 Nights - R125,938
House
10.0(5 Reviews)
5 Bedrooms
2 Baths
10 Guests
2400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R15,935/Night
7 Nights - R111,552
House
6 Bedrooms
7 Baths
12 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
R21,694/Night
7 Nights - R151,861
House
5 Bedrooms
2 Baths
9 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R14,064/Night
7 Nights - R98,450
Why Choose Rent By Owner for your Dover Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Dover
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit ensures you experience the best of this charming area, whether you're seeking pleasant weather or seasonal events that showcase its unique character.
Peak Season Highlights
Late Spring to Early Summer (May - June)
During this period, you can enjoy the region's pleasant weather and longer daylight hours, making it ideal for outdoor activities and sightseeing.
Average Temperature Daytime: around 70-75°F - Nighttime: around 50-55°F
Mid to Late Summer (July - August)
This is the warmest time of year when exploring here becomes particularly enjoyable, especially for those seeking a vibrant atmosphere and outdoor events.
Average Temperature Daytime: around 80-85°F - Nighttime: around 60-65°F
Off-Season Highlights
Late Fall (September - October)
As temperatures begin to cool, fewer visitors make it easier to find peaceful accommodations while still experiencing mild weather and changing foliage.
Average Temperature Daytime: around 65-70°F - Nighttime: around 45-50°F
Early Winter (November - December)
You might notice fewer crowds during this time, offering a quiet retreat with cooler temperatures that set a cozy ambiance for your stay.
Average Temperature Daytime: around 50-55°F - Nighttime: around 35-40°F
Weekly Weather Forecast for Dover
How to Book Your Dover Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Dover
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining with a private patio or BBQ grill area to host gatherings amid the scenic surroundings.
- Relax in a spacious backyard ideal for casual lounging or outdoor activities under the region's charming skies.
- Make the most of nearby walking trails or nature paths perfect for exploring the area's natural beauty.
- Take advantage of available garden spaces for gardening or simply soaking in the tranquility of the outdoor environment.
- Benefit from convenient parking spaces that make it easy to explore local attractions and the surrounding region.
- If available, unwind in a screened porch or lanai to enjoy fresh air while staying protected from the elements.
- Utilize outdoor recreation areas like tennis courts or open fields commonly found within the community for active pursuits.
Top Attractions Around Dover
What attractions are nearby?
Nearby, you can explore a variety of outdoor activities and scenic spots that highlight the natural beauty of this destination, offering you an authentic regional experience during your stay.
Family Activities
- Norumbega Park: Enjoy a family picnic and outdoor fun along the scenic waterfront, perfect for relaxing days here in Dover.
- Carriage Shed Museum: Discover local history and explore charming exhibits that entertain children and adults alike during your visit to this regional destination.
- Heritage Trail: Embark on a family-friendly walk or bike ride through scenic paths that showcase the natural beauty of the area.
- Dover Town Forest: Spend quality time exploring hiking trails and outdoor activities set within this peaceful woodland, ideal for family outings in the region.
Adult Activities
- Explore the Historical Society of Dover and Assabet River National Wildlife Refuge: Delve into local history and enjoy scenic wildlife viewing within a short drive from your vacation rental.
- Attend Art Exhibitions at Local Galleries: Immerse yourself in the area's vibrant arts scene through contemporary exhibits and exhibitions available nearby.
- Participate in Guided Nature Walks: Discover the region’s diverse ecosystems on guided walks that showcase its natural beauty and promote relaxation.
- Enjoy Golf at Community Courses: Spend an afternoon honing your swing at nearby golf courses nestled within this charming destination.
Other Places to Stay in Dover, MA
Noanet Woodlands
Pegan Hill
Peters Reservation
Chase Woodlands
Dover Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Nature Reserves: Take advantage of the area's lush green spaces and outdoor trails to enjoy peaceful walks and scenic views during your stay.
- Visit Community Events: Check out local gatherings and events that showcase the region's culture and offerings, providing authentic experiences close to your rental.
- Discover Nearby Dining: Savor regional cuisine at nearby cafes and restaurants, allowing you to indulge in flavors unique to this destination without straying far from your accommodations.
- Plan Flexible Activities: Keep your itinerary open for spontaneous adventures or relaxing days, making the most of your time here with versatile plans tailored to your interests.
Transportation Options
- Massachusetts Bay Transportation Authority (MBTA) Commuter Rail: You can conveniently access the region via the MBTA commuter rail, making it easy to explore nearby cities and attractions from here.
- Private Car Services and Taxis: For personalized transportation around this destination, reliable private car services and taxis are readily available to get you where you need to go.
- Local Bus Services: The area is served by local bus routes that provide affordable and accessible transit options for exploring the neighborhood and beyond.
- Rental Cars: Renting a car offers flexibility to discover the surrounding region at your own pace, with multiple rental agencies situated nearby for your convenience.
Local Customs Options
- Traditional Town Meetings: Participating in local town meetings allows you to understand the community decision-making process here in this historic New England area.
- Seasonal Celebrations: Engaging in seasonal festivities, such as fall harvest festivals and holiday gatherings, offers a glimpse into the region's cherished customs and community spirit.
- Local Dining Etiquette: Appreciating regional dining traditions, especially during visits to family-owned restaurants, helps you respect the area's culinary heritage.
- Preservation of Historic Sites: Supporting efforts to preserve local landmarks reflects the community’s deep respect for its history and cultural identity in this destination.
Frequently Asked Questions About Dover?
1. What are the top vacation rentals in Dover?
There are a lot of options in Dover. If you plan on staying in the Dover area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Dover:
- Contemporary Style And Comfort Convenient To Boston And Route 128
- Lovely Studio Walk to Wellesley and Babson College
- Gorg 6KSF w lrg pool, sleeps 12, 4.5 baths, rec room w bar, pool table & gym.
- Beautiful home in Wellesley's Historic district
- Lovely, bright 1st fl, 1bd, fully furnished and accessorized small apartment
- Lavish Boston Estate for Mid Term 31+ night Stays | Pool, 8 BR
- Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges.
- Infant-friendly Luxurious 7 Beds, 6 Room Home with BONUS Loft! A Dream Getaway!
- Elegant Guest Suite Wellesley
- Spacious and lovely 5-bedroom in Wellesley. Only 20 minutes from Boston!
2. How many vacation rentals have private pools in Dover?
There are 2 vacation rentals with private pools near Dover. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Dover are best for families?
If you are looking for a family-friendly vacation home in Dover, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Dover:
4. How many Rentbyowner vacation rentals are available in Dover?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 122 in the Dover area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Dover.
5. What is the cancellation policy for vacation rentals in Dover, Massachusetts?
Cancellation policies vary depending on the property listing. It's important to review the specific terms outlined in the rental description or contact the owner directly before booking to understand the refund and cancellation options available.
6. How do I ensure my reservation for a vacation rental in Dover, Massachusetts, is secure?
Bookings are secured through trusted payment methods provided by the booking platform. Confirm the property's details and communicate with the owner if needed to clarify any questions before finalizing your reservation.
7. Are there any additional fees I should be aware of when booking in this region?
Additional fees, such as cleaning, service charges, or local taxes, may apply. These will be specified in the listing details, so reviewing the total cost before completing your booking is advisable.
8. Can I modify or cancel my booking for a vacation rental in this area?
Modification and cancellation options depend on the individual property's policies. It’s recommended to check the rental’s terms or contact the owner directly for guidance on making changes to your reservation.
9. What amenities are typically included in vacation rentals near Dover, Massachusetts?
Amenities differ across listings but often include essentials like Wi-Fi, kitchen facilities, parking, and laundry. Review each property's description carefully to confirm the amenities that meet your needs for your stay in the region.
Dover Top Rated Vacation Rentals
House
9.6(28 Reviews)
4 Bedrooms
4 Baths
8 Guests
2350 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R13,893/Night
7 Nights - R97,247
Hotel
8.8(1666 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
R3,000/Night
7 Nights - R20,995
R2,800/Night
7 Nights - R19,594
Hotel
8.4(501 Reviews)
7 Baths
387.5 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R7,451/Night
7 Nights - R52,158
Hotel
8.4(212 Reviews)
2 Baths
473.61 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R4,336/Night
7 Nights - R30,356
Hotel
8.2(501 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
R2,175/Night
7 Nights - R15,227
Hotel
8.0(133 Reviews)
5 Baths
505.9 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R4,375/Night
7 Nights - R30,619
House
10.0(4 Reviews)
3 Bedrooms
2 Baths
5 Guests
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
R7,363/Night
7 Nights - R51,549
